Amides are the least reactive of the carboxylic acid derivatives because _____

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16-12-2022
Chemistry

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Amides are the least reactive of the carboxylic acid derivatives because _____

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kjuli1766 kjuli1766 · Answer 1 · 2022-12-19T13:36:24-05:00

Amides are the least reactive of all carboxylic acid derivatives. This is because the electrophilicity of the C=O group is greatly reduced by the electron-donating nitrogen.

Amide reaction : Amides are relatively unreactive towards nucleophilic acyl substitution due to the low leaving group capacity of the nitrogen-containing Y group. Nevertheless, amides can react with water under acidic or basic conditions to produce carboxylic acids via nucleophilic acyl substitution. Reaction of primary amides with thionyl chloride (SOCl2) produces nitriles. Hydride reduction using LiAlH4 removes the carbonyl oxygen of the amide as a leaving group to yield the corresponding amine.

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